WO2021093269A1 - Nanoagent aqueux comprenant du prochloraz et son procédé de traitement - Google Patents

Nanoagent aqueux comprenant du prochloraz et son procédé de traitement Download PDF

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Publication number
WO2021093269A1
WO2021093269A1 PCT/CN2020/085622 CN2020085622W WO2021093269A1 WO 2021093269 A1 WO2021093269 A1 WO 2021093269A1 CN 2020085622 W CN2020085622 W CN 2020085622W WO 2021093269 A1 WO2021093269 A1 WO 2021093269A1
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prochloraz
nano
aqueous agent
surfactant
water
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PCT/CN2020/085622
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English (en)
Chinese (zh)
Inventor
陈叶青
郭崇友
马诚义
郭祥蕊
高瑞花
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南京华洲药业有限公司
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Publication of WO2021093269A1 publication Critical patent/WO2021093269A1/fr

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof

Definitions

  • the invention belongs to the technical field of pesticide production and processing, and specifically relates to a new formulation containing prochloraz-a nano-aqueous agent and a processing method thereof.
  • Prochloraz is a broad-spectrum fungicide, molecular formula: C 15 H 16 Cl 3 N 3 O 2 , chemical name: N-propyl-N-[2-(2,4,6-trichlorobenzene (Oxy)ethyl]-imidazole-1-carboxamide.
  • Prochloraz has obvious control effects on various crops caused by ascomycetes and deuteromycetes. It can also be mixed with most fungicides, insecticides, and herbicides, and has good control effects. It has the effect of curing and eradicating various diseases on field crops, fruits and vegetables, turf and ornamental plants.
  • Prochloraz is difficult to dissolve in water, and its solubility in water at 25°C is only 5.5mg/L.
  • the pesticide formulations developed with prochloraz as the original drug are mainly emulsifiable concentrates and water emulsions, etc. Both emulsifiable concentrates and water emulsions contain a large amount of organic solvents. In the process of use, organic solvents not only cause serious harm to the environment, but also seriously affect the quality of agricultural products, accelerate food safety crisis, and endanger human health.
  • prochloraz With the continuous improvement of users' awareness of environmental protection and the rapid growth of demand for sanitary drugs, the existing dosage forms of prochloraz cannot meet the needs of use. In order to ensure that under the premise of safety and environmental protection, accelerate the promotion and use of prochloraz products, it is particularly necessary to develop a new formulation that is friendly to humans, animals and the environment, and facilitates the application of aerial plant protection technologies and equipment such as drones.
  • the inventors screened out specific surfactants. Under the condition of no organic solvents, the surfactants are used to form nano-sized micelles with an average particle size for carrying pesticides that are difficult to dissolve in water.
  • Xanthan amine can be used as a water agent to form a new type of pesticide nano water agent.
  • a nano-aqueous agent containing prochloraz which only uses prochloraz technical, surfactant and water as raw materials, and is made by using surfactant micellar solubilization technology.
  • the nano-aqueous agent does not contain any organic solvents; ,
  • the mass percentage of the active ingredient prochloraz is 0.5-25%, the mass percentage of the surfactant is 3-25%, and the balance is water.
  • the mass percentage of the prochloraz is 1-10%, the mass percentage of the surfactant is 3-25%, and the balance is water.
  • Said surfactant is selected from fatty alcohol polyoxyethylene ether, alkylphenol formaldehyde resin polyoxyethylene ether, styrylphenol polyoxyethylene ether, fatty alcohol polyoxyethylene ether phosphate, tristyrylphenol polyoxyethylene
  • fatty alcohol polyoxyethylene ether alkylphenol formaldehyde resin polyoxyethylene ether
  • styrylphenol polyoxyethylene ether fatty alcohol polyoxyethylene ether phosphate
  • tristyrylphenol polyoxyethylene One or more combinations of vinyl ether phosphate, sodium fatty acid methyl sulfonate, sodium alcohol ether succinate monoester sulfonate, and sorbitan fatty acid ester polyoxyethylene ether.
  • Another object of the present invention is to provide a method for preparing a prochloraz-containing nano-aqueous agent.
  • the prochloraz original drug is mixed with a surfactant, and then water is added and stirred to form a surfactant micellar solution, which is Nano water agent containing prochloraz.
  • the preparation method of the prochloraz-containing nano-aqueous agent includes the following steps:
  • Step (1) at room temperature (10-35°C), mix the prochloraz technical agent and the surfactant, and stir, so that the prochloraz is uniformly dispersed in the surfactant;
  • Step (2) adding water and stirring uniformly to form a surfactant micelle solution, which is the prochloraz nano-aqueous agent.
  • the stirring speed is 60-100 revolutions per second, and the stirring time is based on the uniform dispersion of prochloraz in the surfactant, generally 0.5 h.
  • the stirring speed is 60-100 revolutions per second, and the stirring time is 0.5-1 h.
  • the effective ingredients in the nano water formulations of the present invention are insoluble in water and cannot form a true true solution. Instead, they are coated by nano-scale surfactant micelles and uniformly dispersed in the water to form a true true solution.
  • the prochloraz-containing nano-aqueous agent of the present invention is a light yellow transparent liquid, which can be quickly dissolved in water after entering water to form a completely transparent solution, and the dilution stability is qualified, and it is more suitable for drone application technology.
  • the prochloraz-containing nano-aqueous agent of the present invention can be widely used in the prevention and treatment of various fungal diseases on field crops, fruits and vegetables, turf and ornamental plants, such as rice blast, wheat sheath blight, and pepper anthracnose, and Compared with the existing emulsifiable concentrates, the nano-aqueous agent of the present invention has excellent quick-acting properties, and the prochloraz in the nano-aqueous agent exists as nano-sized particles, which is more convenient for its attachment, spreading and penetration on the target, and is more resistant to rain erosion.
  • control effect of the nano-aqueous agent of the present invention is significantly higher than that of the same period of 25% prochloraz emulsifiable concentrate, and the drug effect is better.
  • the particle size detection method of the nano-aqueous agent of the present invention the particle size of the surfactant micelles in the pesticide nano-aqueous agent is measured (25°C) by using the Malvern high-sensitivity nano particle size analyzer Zetasizer NanoS.
  • the present invention has the following beneficial effects:
  • the prochloraz nano-aqueous agent of the present invention does not contain any organic solvents, is safe and environmentally friendly, and belongs to an environment-friendly dosage form. It is not only suitable for agricultural medicine, but also suitable for sanitary medicine needs, and can be widely used in agriculture, households and public health.
  • the present invention has low production cost, simple processing technology and very good economy.
  • the active ingredients of the present invention are carried by nano-scale micelles, which can form a true solution, and the preparation is more stable. It is still stable after cold storage at 0°C for 7 days and 54°C hot storage for 14 days. Prochloraz does not precipitate and is convenient for storage. Longer period.
  • the present invention is a nano-preparation product with extremely small drug fineness, no particle precipitation, and better drug effect.
  • Fig. 1 shows the state of the 6% prochloraz nano-aqueous preparation prepared in Example 6 after being placed at a low temperature (0° C.) for 1-2 days and then heated to room temperature.
  • Figure 2 shows the state of the 6% prochloraz solution prepared at room temperature in Comparative Example 4 after being placed at low temperature (0°C) for 1-2 days and then heated to room temperature.
  • Preparation method Weigh 10g prochloraz prochloraz (based on the ingredients, the same below), 80g styrylphenol polyoxyethylene ether and 20g alkylphenol formaldehyde resin polyoxyethylene ether according to the dosage, and mix the three Afterwards, stirring was carried out at 100 revolutions per second for 0.5 h, 890 g of water was added under stirring, and stirring was continued for 1 h to obtain 1% prochloraz nano-aqueous agent.
  • the nano-aqueous agent of this example has a slightly yellow and transparent appearance, a viscosity of 105 mPa ⁇ s, and an average particle size of 12.0 nanometers. After entering water, the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • nano-aqueous agent of this example was stored at 0°C for 7 days and 54°C for 14 days, there was no precipitation phenomenon, and it was still stable.
  • the preparation method is the same as in Example 1, and the 2% prochloraz nano-aqueous agent is prepared.
  • the nano-aqueous agent of this example is transparent and colorless in appearance, has a viscosity of 86 mPa ⁇ s, and an average particle size of 14.7 nanometers. After entering water, the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • nano-aqueous agent of this example was stored at 0°C for 7 days and 54°C for 14 days, there was no precipitation phenomenon, and it was still stable.
  • the preparation method is the same as in Example 1, and 3% prochloraz nano-aqueous agent is prepared.
  • the nano-aqueous agent of this example has a slightly yellow and transparent appearance, a viscosity of 95 mPa ⁇ s, and an average particle size of 17.8 nanometers. After entering water, the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • nano-aqueous agent of this example was stored at 0°C for 7 days and 54°C for 14 days, there was no precipitation phenomenon, and it was still stable.
  • the preparation method is the same as in Example 1, and 4% prochloraz nano-aqueous agent is prepared.
  • the nano-aqueous agent of this embodiment has a slightly yellow and transparent appearance, a viscosity of 78 mPa ⁇ s, and an average particle size of 19.5 nanometers. After entering water, the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • nano-aqueous agent of this example was stored at 0°C for 7 days and 54°C for 14 days, there was no precipitation phenomenon, and it was still stable.
  • the preparation method is the same as in Example 1, and the 5% prochloraz nano-aqueous agent is prepared.
  • the nano-aqueous agent of this example has a slightly yellow and transparent appearance, a viscosity of 80 mPa ⁇ s, and an average particle size of 21.7 nanometers. After entering water, the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • nano-aqueous agent of this example was stored at 0°C for 7 days and 54°C for 14 days, there was no precipitation phenomenon, and it was still stable.
  • the preparation method is the same as in Example 1, and the 6% prochloraz nano-aqueous agent is prepared.
  • the nano-aqueous agent of this example has a slightly yellow and transparent appearance, a viscosity of 76 mPa ⁇ s, and an average particle size of 23.6 nanometers. After entering water, the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • the nano-aqueous agent of this example was stored at 0°C for 7 days and 54°C for 14 days, there was no precipitation phenomenon, and it was still stable.
  • the 6% prochloraz nano-aqueous agent is placed at 0°C for 1-2 days and then heated to room temperature. The appearance is still slightly yellow and transparent without precipitation.
  • the preparation method is the same as in Example 1, and the 7% prochloraz nano-aqueous agent is prepared.
  • the nano-aqueous agent of this example has a slightly yellow and transparent appearance, a viscosity of 78 mPa ⁇ s, and an average particle size of 24.1 nanometers. After entering water, the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • nano-aqueous agent of this example was stored at 0°C for 7 days and 54°C for 14 days, there was no precipitation phenomenon, and it was still stable.
  • the preparation method is the same as in Example 1, and a 9% prochloraz nano-aqueous agent is prepared.
  • the nano-aqueous agent of this example has a slightly yellow and transparent appearance, a viscosity of 67 mPa ⁇ s, and an average particle size of 23.7 nanometers. After entering water, the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • nano-aqueous agent of this example was stored at 0°C for 7 days and 54°C for 14 days, there was no precipitation phenomenon, and it was still stable.
  • the preparation method is the same as in Example 1, and the 10% prochloraz nano-aqueous agent is prepared.
  • the nano-aqueous agent of this example has a slightly yellow and transparent appearance, a viscosity of 80 mPa ⁇ s, and an average particle size of 20.4 nanometers. After entering water, the nano-aqueous agent of this embodiment can quickly dissolve with water to form a completely transparent solution, and the dilution stability is qualified.
  • nano-aqueous agent of this example was stored at 0°C for 7 days and 54°C for 14 days, there was no precipitation phenomenon, and it was still stable.
  • Test agent the prochloraz nano-aqueous prepared in Example 1 to Example 9.
  • Control agent 25% prochloraz EC (commercially available).
  • Control object rice blast.
  • Test treatment The dosage of this test agent is set at three treatment concentrations according to the difference of each component.
  • the control agent is a pesticide single agent 25% prochloraz EC and a blank water test.
  • Test method The area of each plot is 66.7m 2 , repeated 3 times; the survey before spraying and the survey efficacy method after control are: randomly sample 5 points in the experimental treatment area (each point is 5m 2 ), According to the relevant standards of national field trials, the disease is classified and the control effect is calculated.
  • the prochloraz nano-aqueous agent has shown excellent quick-acting and sustained-effect in the prevention and control of rice blast, and the lasting effect is more than one month. During the experiment, no adverse reactions such as drug damage were found, which has practical application value.
  • Test agent the prochloraz nano-aqueous prepared in Example 1 to Example 9.
  • Control agent 25% prochloraz EC (commercially available).
  • Control object Pepper anthracnose.
  • Test treatment The dosage of this test agent is set at three treatment concentrations according to the difference of each component.
  • the control agent is a pesticide single agent 25% prochloraz EC and a blank water test.
  • Test method The area of each plot is 66.7m 2 , repeated 3 times; the survey before spraying and the survey efficacy method after control are: randomly sample 5 points in the experimental treatment area (each point is 5m 2 ), According to the relevant standards of national field trials, the disease is classified and the control effect is calculated.
  • the prochloraz nano-aqueous agent has shown excellent quick-acting and lasting effect in the prevention and control of pepper anthracnose, and the lasting period is more than one month. During the experiment, no adverse reactions such as drug damage were found, which has practical application value.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Wood Science & Technology (AREA)
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Abstract

La présente invention se rapporte au domaine technique des pesticides et concerne un nanoagent aqueux comprenant du prochloraz. Dans le nanoagent aqueux, la teneur en pourcentage en masse de prochloraz est de 0,5 % à 10 %, celle d'un tensioactif est de 5 % à 25 %, et le reste est de l'eau. Dans la présente invention, aucun solvant organique n'est inclus, et le nanoagent aqueux est préparé au moyen de la technologie de solubilisation micellaire de tensioactif. Par comparaison avec les formulations pesticides classiques, le nanoagent aqueux a une excellente stabilité, et est encore stable après stockage à froid à 0 °C pendant 7 jours et stockage à chaud à 54 °C pendant 14 jours, le chlorpyrifos n'est pas précipité, ce qui facilite le stockage, et celui-ci a une durée de conservation plus longue. Le nanoagent aqueux de la présente invention présente des coûts de production inférieurs, de meilleures performances à action rapide et à action prolongée, n'a pas de réactions défavorables telles que des dommages provoqués par des médicaments, et est plus approprié pour une application par un véhicule aérien sans pilote.
PCT/CN2020/085622 2019-11-13 2020-04-20 Nanoagent aqueux comprenant du prochloraz et son procédé de traitement WO2021093269A1 (fr)

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CN110999901A (zh) * 2019-11-12 2020-04-14 南京华洲药业有限公司 含甲氰菊酯和毒死蜱的复合杀虫杀螨纳米水剂及其制备方法和用途
CN110973125A (zh) * 2019-11-13 2020-04-10 南京华洲药业有限公司 一种含乙草胺的纳米水剂及其加工方法
CN110999902A (zh) * 2019-11-13 2020-04-14 南京华洲药业有限公司 一种含咪鲜胺的纳米水剂及其加工方法
CN110973154A (zh) * 2019-11-13 2020-04-10 南京华洲药业有限公司 含甲氰菊酯和甲氨基阿维菌素苯甲酸盐的复合杀虫杀螨纳米水剂及其用途

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